Flair's in the perfect spot for him, a manager. WWE dropped the ball by not making him one years ago. Just like Harley Race transitioned from wrestler to manager, Flair can and should be better than Race was. Pairing him with his almost complete opposite in AJ Styles might not work but his role is fine.
I have a hard time seeing the Nasty Boys or Hall and Waltman being there past the spring. They still don't merchandise for "The Band" while they already have Flair shirts and even "The Pope" sunglasses.
I said Austin had lost a lot of his star power earlier. This isn't 2001 when he could still go and everyone remembered the "Attitude Era" Stone Cold. This newer, younger generation belongs to Jeff Hardy and John Cena, not Steve Austin.
One thing, Hogan did try to pass the torch to Warrior but Austin never passed anything to Cena. Vince passed it to Cena. The problem with that was the timing, just as Cena was getting over as a heel, they turned him and ended up turning half the crowd against him. But the guy sells too many posters and t-shirts, so we're stuck with the Cena we have now for the time being.
If Austin could have passed the torch, he would have done it for Ken Kennedy. That was his boy like Sheamus is HHH's boy now.
